Asymmetric induction using atropisomers: Diastereoselective additions to 2-acyl-1-naphthamides

Jonathan Clayden*, Neil Westlund, Francis X. Wilson

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)

51 Citations (Scopus)

Abstract

The amide group of 2-acyl-N,N-dialkyl-1-naphthamides, twisted perpendicular to the naphthyl ring, controls the stereoselectivity of attack of nucleophiles on the 2-substituent. Selectivities of >140:1 may be achieved with bulky nucleophiles, which attack anti to the N,N-dialkyl group.

Original languageEnglish
Pages (from-to)5577-5580
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number31
DOIs
Publication statusPublished - 29 Jul 1996

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